Holiday rentals with a pool in Hawaiian Islands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hawaiian Islands
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Hawaiian Islands rentals with a pool
House rentals with a pool
Home in Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
Home in Kihei
4.96 out of 5 average rating, 394 reviewsStunning ocean view, heated pool at home by Wailea
Home in Koloa
4.86 out of 5 average rating, 133 reviewsPoipu Estate: Walk to beach, Sleeps 8-16, AC, Pool
Home in Princeville
4.9 out of 5 average rating, 125 reviewsOcean & Mountain Views - Near Beach! FAST WIFI
Home in Maui
4.98 out of 5 average rating, 186 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
Home in Koloa
4.97 out of 5 average rating, 102 reviewsPoipu New 2021 Custom Home, Central AC & Pool/Gym
Home in Princeville
4.95 out of 5 average rating, 125 reviewsVictoria Loop w/Private Pool! A/C+Waterfall Views
Home in Koloa
5.0 out of 5 average rating, 108 reviewsKa Nohona Pili Kai (living by the sea) Poipu Beach
Apartment rentals with a pool
Apartment in Princeville
4.95 out of 5 average rating, 258 reviewsNewly Renovated Northshore Condo
Apartment in Kihei
4.99 out of 5 average rating, 153 reviewsMana Kai 608: Oceanfront Remod- Modern Surf Vibe!
Apartment in Honolulu
4.98 out of 5 average rating, 172 reviewsPartial ocean view suite with free parking.
Apartment in Koloa
4.96 out of 5 average rating, 106 reviewsKiahuna Plantation at Poipu Beach - Ocean View
Apartment in Waikoloa Village
4.95 out of 5 average rating, 111 reviewsCasa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach
Apartment in Kailua-Kona
4.91 out of 5 average rating, 123 reviewsDeluxe Penthouse Oceanfront Studio Condo w/ A/C.
Apartment in Wailuku
4.89 out of 5 average rating, 254 reviewsVIEWS VIEWS VIEWS ~ Bliss on the Bay
Apartment in Lahaina
4.9 out of 5 average rating, 284 reviewsOceanfront Bliss (direct ocean view) Maui.
Home rentals with a private pool
Home in Pāhoa
4.93 out of 5 average rating, 376 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Apartment in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Apartment in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Apartment in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
Apartment in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Apartment in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
Apartment in Kahuku
Turtle Bay Sage
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